Sailing Expedition: The Azores, Portugal

The Mediterranean is beautiful. But one day you’ll want to sail out to where the horizon is the ocean itself.

The Azores are nine volcanic islands in the middle of the Atlantic, halfway between Europe and America. They were born of volcanic activity where tectonic plates meet, and traces of that origin are everywhere: from vast green calderas to black basalt cliffs and hot springs where you can still feel the warmth of the Earth’s interior. Hydrangeas lining the roads, mist over crater lakes and dolphins escorting yachts on passages all create the feeling that nature here lives by its own rules.

The Atlantic is more than an endless expanse of water. It’s a complex system of currents, winds and underwater terrain that shapes the weather, guides the migration routes of whales and dolphins and makes every passage different from the last. Sperm whales can be found in local waters, and in season you can watch other cetaceans passing through one of the ocean’s most important migration corridors.

 

Our route combines ocean passages between the islands with stops at small harbours. We’ll watch the outlines of the volcanic shores change, feel the scale of open water and discover islands that each hold their own geological story. And of course, we’ll visit legendary Horta, the port that has become a symbol of transatlantic sailing. For decades, sailors who have crossed the Atlantic have left paintings on the marina walls; by tradition, they bring good luck on long voyages. We’ll leave our mark too.

This trip is for those who already have some sailing experience or a strong desire to gain it. There’s more wind and more waves here, and the ocean demands close attention to weather, navigation and teamwork. In return, every passage becomes a small expedition of its own, exploring the ocean, the volcanic islands and your own limits.

This isn’t an ordinary cruise. It’s an expedition beyond the usual sailing routes, to where geology meets oceanography and adventure begins beyond the horizon.
 

PRICE:

€2,000 per person (based on double occupancy) on a sailing yacht


WHAT’S INCLUDED

WHAT’S NOT INCLUDED


HOW TO JOIN US
Just 3 steps:

  1. Contact the flotilla administrator and book your place. (telegram @regatta_for_friends)
  2. Pay a 50% deposit (€1,000) when booking, with the balance due by 7 July 2027.
  3. Book your flights and check your visa (Portugal, Schengen). If you need help with the application, let us know by 7 June 2027.

Contact us